Find a great deal and save up to 50% by booking at least 12 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago to Florida within the next two weeks, with the cheapest ticket starting at $132.
January can be a great time to fly to Florida from Chicago with a flight ticket averaging about $220. Cheapflights users have found deals in the month of January for as cheap as $64. The most expensive prices can be found in the month of March.
When flying from Chicago to Florida, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.
Fly from
Fly to
Budget
$38 - $66
Route
Depart
Return
Price
Chicago MidwayMiami
MDW - MIA
MDWMIA
Chicago Midway
ter 5/14
Nonstop3h 17m
Miami
qua 5/15
Nonstop3h 32m
Chicago O'Hare IntlFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
ter 5/7
Nonstop3h 07m
Fort Lauderdale
qua 5/8
Nonstop3h 10m
Chicago O'Hare IntlFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
ter 5/7
Nonstop3h 07m
Fort Lauderdale
qua 5/8
Nonstop3h 13m
Chicago MidwayMiami
MDW - MIA
MDWMIA
Chicago Midway
qua 5/15
Nonstop3h 17m
Miami
qua 5/22
Nonstop3h 15m
Chicago O'Hare IntlFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
qua 5/8
Nonstop3h 04m
Fort Lauderdale
sáb 5/11
Nonstop3h 10m
Chicago MidwayMiami
MDW - MIA
MDWMIA
Chicago Midway
ter 5/14
Nonstop3h 17m
Miami
qua 5/22
Nonstop3h 15m
Chicago O'Hare IntlFort Lauderdale
ORD - FLL
ORDFLL
Chicago O'Hare Intl
ter 5/14
Nonstop3h 04m
Fort Lauderdale
qua 5/15
Nonstop3h 13m
Chicago MidwayMiami
MDW - MIA
MDWMIA
Chicago Midway
qua 5/22
Nonstop3h 11m
Miami
qua 5/29
Nonstop3h 15m
Chicago O'Hare IntlOrlando
ORD - MCO
ORDMCO
Chicago O'Hare Intl
qua 5/15
1 stop5h 14m
Orlando
ter 5/21
Nonstop3h 09m
No data available for this route at this time. Please check back soon.
Crew
Boarding
Food
Entertainment
Comfort
Overall
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Crew
Boarding
Food
Entertainment
Comfort
Overall
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Crew
Boarding
Food
Entertainment
Comfort
Overall
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Crew
Boarding
Food
Entertainment
Comfort
Overall
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Crew
Boarding
Food
Entertainment
Comfort
Overall
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Crew
Boarding
Food
Entertainment
Comfort
Overall
Reviews
I was traveling with a companion that utilizes a scooter to get around. We have flown together many times and used other airlines. Southwest by far is the most accommodating airline in the fleet your staff Makes the accessibility easy and convenient for for this type of travel. We would personally like to think the flight teams of our two flights for being very accommodating and helpful throughout our trip.
Florida often provides a refuge for residents in Chicago looking to get away from bitterly cold winters. The state is home to some of the most popular beaches and tourist destinations in the country, making it a great option for singles, couples and families looking for a getaway. Between Disney World, Miami Beach and the Florida Keys, there's no shortage of fun to be had in Florida.
Both Florida and Chicago are home to fun, hardworking locals who know how to enjoy the best that their hometowns have to offer. However, the climates couldn't be more different. Summers in Florida are hot and humid, much more so than Chicago summers, and winters in Florida tend to be mild and enjoyable. Native Chicagoans visiting Florida will feel right at home in the bustling metropolis that is Miami, and they can get the world-famous theme park experiences in Orlando/Kissimmee. The white sandy beaches of Florida's coastline provides plenty of space for visitors to relax, and Chicagoans will feel right at home, as they have plenty of access to beautiful beaches in their fair city too.
Put our convenient smart engine to use, and find cheap flights from Chicago to any of Florida's most popular destination cities for your next vacation getaway.
6%of flight departures | Early morningMidnight to 6 am |
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47%of flight departures | Morning6 am to noon |
38%of flight departures | AfternoonNoon to 6 pm |
9%of flight departures | Evening6 pm to midnight |
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